909912-96-5

Basic information

• Product Name: 4-fluoro-1-phenylbutane
• Synonyms: 4-fluoro-1-phenylbutane
• CAS NO: 909912-96-5
• Molecular Weight: 152.212
• Mol File: 909912-96-5.mol

Chemical Properties

• CAS DataBase Reference: 4-fluoro-1-phenylbutane(CAS DataBase Reference)
• NIST Chemistry Reference: 4-fluoro-1-phenylbutane(909912-96-5)
• EPA Substance Registry System: 4-fluoro-1-phenylbutane(909912-96-5)

Safety Data

• Hazardous Substances Data: 909912-96-5(Hazardous Substances Data)

Upstream product

• 1120341-22-1 1-fluoro-1,1-bis(phenylsulfonyl)-4-phenyl-butane 
• 3360-41-6 4-phenyl-butan-1-ol 
• 373-52-4 bromofluoromethane 
• 637-59-2 1-Bromo-3-phenylpropane 
• 4830-93-7 1-Chloro-4-phenylbutane 
• 18328-11-5 3-benzyl propionaldehyde 
• 112775-09-4 4-phenylbutyl 4-methylbenzenesulfonate 
• 1133140-33-6 4-phenylbutyl 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecane-1-sulfonate 

Downstream Products

• 69122-51-6 Dibutyl-(4-phenyl-butyl)-amine 

Relevant articles and documents

Diversity-Oriented Synthesis of Aliphatic Fluorides via Reductive C(sp3)?C(sp3) Cross-Coupling Fluoroalkylation

Monofluorinated alkyl compounds are of great importance in pharmaceuticals, agrochemicals and materials. Herein, we describe a direct nickel-catalyzed monofluoromethylation of unactivated alkyl halides using a low-cost industrial raw material, bromofluoromethane, by demonstrating a general and efficient reductive cross-coupling of two alkyl halides. Results with 1-bromo-1-fluoroalkane also demonstrate the viability of monofluoroalkylation, which further established the first example of reductive C(sp3)-C(sp3) cross-coupling fluoroalkylation. These transformations demonstrate high efficiency, mild conditions, and excellent functional-group compatibility, especially for a range of pharmaceuticals and biologically active compounds. Mechanistic studies support a radical pathway. Kinetic studies reveal that the reaction is first-order dependent on catalyst and alkyl bromide whereas the generation of monofluoroalkyl radical is not involved in the rate-determining step. This strategy provides a general and efficient method for the synthesis of aliphatic fluorides.

Alcohol compound-based in-situ deoxygenation fluorination synthesis method and alcohol compound-based F radiolabeling method

The invention discloses an alcohol compound-based in-situ deoxidation fluorination synthesis method and an alcohol compound-based F radiolabeling method. Alkyl alcohols such as 4-phenyl-1-butanol,which are used as raw materials, react with trifluorome

Fluorination reagent and deoxygenation fluorination method

In order to overcome the problems of high cost and poor stability of the existing deoxidation fluorination reagent, the invention provides a fluorination reagent. The fluorination reagent comprises acation M and an anion, and the anion is selected from one or more of the following perfluoropolyether chain carboxylic acid anions: CF3 (OCF2) nCO2, and n is selected from 1-10. Meanwhile, the invention further discloses a deoxidation fluorination method. The fluorination reagent provided by the invention has the advantages that the materials are easy to obtain, the fluorination products can beobtained at higher yield for various alcohol substrates, and the universality for different alcohol substrates is better.

Halogenation through Deoxygenation of Alcohols and Aldehydes

An efficient reagent system, Ph3P/XCH2CH2X (X = Cl, Br, or I), was very effective for the deoxygenative halogenation (including fluorination) of alcohols (including tertiary alcohols) and aldehydes. The easily available 1,2-dihaloethanes were used as key reagents and halogen sources. The use of (EtO)3P instead of Ph3P could also realize deoxy-halogenation, allowing for a convenient purification process, as the byproduct (EtO)3Pa?O could be removed by aqueous washing. The mild reaction conditions, wide substrate scope, and wide availability of 1,2-dihaloethanes make this protocol attractive for the synthesis of halogenated compounds.

METAL OXIDE CATALYZED RADIOFLUORINATION

Inter alia, the first titania-catalyzed [18F]-radiofluorination in highly aqueous medium is provided. In embodiments, the method utilizes titanium dioxide, 1 : 1 acetonitrile- thexyl alcohol solvent mixture and tetrabutylammonium bicarbonate as a base. Radiolabeling may be directly performed with aqueous [18F]fluoride without the need for drying/azeotroping step, which reduces radiosynthesis time while keeping high fluoride conversion. The general applicability of the synthetic strategy to the synthesis of the wide range of PET probes from tosylated precursors is demonstrated.

C-F bond substitution via aziridinium ion intermediates

Aliphatic 1,2-aminofluorides undergo extremely fast substitution reactions under the influence of lanthanum tris(hexamethyldisilazide). The substitution proceeds via an in situ generated aziridinium ion intermediate, which subsequently undergoes ring opening by addition of a nucleophile, yielding various β-substituted amines.

METHOD FOR PRODUCING A RADIOACTIVE TRACER

A method for preparing a radioactive tracer provided with a radioactive fluorine isotope, including providing a precursor of the radioactive tracer, comprising at least one leaving group completely or partially formed by a labelling entity, wherein said leaving group can be moved by a fluoride ion, providing a molecularly imprinted polymer dedicated to the molecular recognition of at least the aforementioned labelling entity, exposing the precursor to a radioactive fluoride ion source under conditions suitable for movement of the leaving group by a radioactive fluoride ion, placing the mixture resulting from step (iii) in contact with the molecularly imprinted polymer under conditions suitable for the recognition of the labelling entity, and obtaining a solution containing the radioactive tracer provided with a radioactive isotope of fluorine obtained at the end of step (iii).

Microwave accelerated three-component fluoroalkylations: Expeditious routes to fluoropharmaceuticals and PET ligands

One-pot three-component coupling methods have been developed to allow in situ preparation of fluoroalkylated arenes and hydrocarbon chain analogs. The methods, which are accelerated under microwave irradiation gives access to ω-fluorinated alkyl, alkenyl, and alkynyl substituted arenes from readily available precursors. The methods involve late stage introduction of the fluorine and are well suited to application in the synthesis of 18F labeled PET imaging agents.

DISUBSTITUTED-AMINODIFLUOROSULFINIUM SALTS, PROCESS FOR PREPARING SAME AND METHOD OF USE AS DEOXOFLUORINATION REAGENTS

The invention relates to disubstituted-aminodifluorosulfinium salts represented by the formula (I). Processes for preparing same and methods of use as deoxofluorinating reagent is also provided.

Efficient nucleophilic fluoromethylation and subsequent transformation of alkyl and benzyl halides using fluorobis(phenylsulfonyl)methane

An efficient methodology for the nucleophilic fluoromethylation of alkyl and benzyl halides using r-fluoro-α-(phenylsulfonyl)methane (1) as a highly versatile reagent is reported. Using benzyl halides, stereospecific one-pot synthesis of α-fluorovinyl com